反应详情

温度

22.5 °C

The reaction time for cleavage of 1,4-dioxane was 2 hours at 120-125° C. and for animation with t-butyl amine was 30 minutes at 140-145° C. A 50 mL one-necked flask was charged with 1,4-dioxane (12 mL, 12.4 g, 140 mmol) under a nitrogen atmosphere. Then sulfur trioxide (2.6 g, 32.5 mmol, polymer) was added followed by addition of acetic anhydride (6.2 mL, 6.6 g, 65 mmol) at 10-15° C. The reaction mixture was stirred at 20-25° C. for 15 minutes to dissolve sulfur trioxide (time may very depending on size of pieces of SO3). The reaction mixture was then transferred to a sealed tube and heated at 120-125° C. for 2 hours. After cooling, the mixture was transferred to one neck 100 mL flask and concentrated under vacuum (1 mm) at 60-65° C. 1,4-dioxane (5 mL, 5.2 g, 58.7 mmol) and tert-butylamine (20 mL, 14 g, 190 mmol) were added to the residue with stirring and cooling. The mixture was transferred to a sealed tube and heated at 140-145° C. for 30 minutes. Then the reaction mixture was cooled to room temperature. Toluene (40 mL) was added with stirring and the mixture was filtered under vacuum. The precipitate was washed with toluene (10 mL) and then concentrated under vacuum to 25-30 mL. The toluene layer was separated from the insoluble bottom oil and the solvent was removed under vacuum to give crude product 2-(2-tert-butylaminoethoxy)ethyl acetate (3.8 g, 20 mmol, approximately 62.5%).

1. customThe reaction mixture was then transferred to a sealed tube
2. temperatureheated at 120-125° C. for 2 hours
3. temperatureAfter cooling
4. concentrationconcentrated under vacuum (1 mm) at 60-65° C
5. stirringwith stirring
6. temperaturecooling
7. customThe mixture was transferred to a sealed tube
8. temperatureheated at 140-145° C. for 30 minutes
9. temperatureThen the reaction mixture was cooled to room temperature
10. stirringwith stirring
11. filtrationthe mixture was filtered under vacuum
12. washThe precipitate was washed with toluene (10 mL)
13. concentrationconcentrated under vacuum to 25-30 mL
14. customThe toluene layer was separated from the insoluble bottom oil
15. customthe solvent was removed under vacuum